Process of dyeing and the product thereof.



UNllltEfi STATES @FEICE.

AND JAROSLA V FRQHLICH, OF BASEL, SWITZERLAND, ASSIGNORS T gUCIETY OF CHEMICAL INDUSTRY IN BASLE, OE BASEL, SWITZEBLAND.

PROCESS OF DYEING AND THE PRODUCT THEfiEOI.

No Drawing.

To all whom it 71/. 01 eonce'rn lle it. known that. we, Gamay! llNtlI, doetor of philosophy and chemist. a citizen of the Swiss Republic, and .lwnosmv Futilimen, doctor of philosophy and ehemist, a Huhjeet ot' the l hnperor ot' Austria-llungary, residcnte' ot' lla el, Switzerland, haveinvented a new and useful liot'esn of Dyeing and the Product 'lheret'or, of which the following is a full, clear, and exact specification.

lly heating indigo, its holnologues and suhtit'ution deri *atives thereof with the halids of acids ol the aron'iatie series or aualo gously actingsubstances, as for instance heir/myl ehlorid orlienzotriehlurid, hitherto unknown condensation products are ohlained. which hy treatment nith-saponilying agents are not capable. of being reconvcrted into indigo. The manufacture of these [)l'otlluts has lieendeserihed in our Patent No. SHHMSH, dated June 13, 1011. We made the surprising and technically imoi-taut ohservation; that these condensation )ltltlllt'lS van he cm )lt) ed as vat dvestutl's. l

'lhey yield with alkaline reducing agents wine-red to llordmulx-red solutiona dyeing vegetahltl and animal tihers pure greenish yellow tints of excellent. tastness to washing, light and chlorin. (in warming the said dy d tillers with a wat ry alkaline hydroxidlite solution, their yellow color ehanges to a liordeauxrtal to wine red shade, which on exposure. to air assumes again the original yellow color. 1y tipping the dy ings with eouceuti'altal sull'uric acid, their color turns to an intense orange which is again retrain): formed into the original greenish yellow color by washing with water. Vv'hen the dyeiugs are nhalten with (:(meenti'ated sull'urie acid, the same change to orange takes place the sulfuric acid being colored simultaneously intense orange. By tipping the .dyeiugs with soda lye of 30 Bunnie, no

change of color occurs. On warming the dyeiugs with xylene or nitrolienzene, the liquid assumes a pure bright yellow tint.

Example l: For dyeing cotton 1 part of the condensation product made as described in our above specified Patent No. 004,088 is made into apante with 3 parts of caustic soda lye of 30" llaum specific gravity, whereupon 200 parts of hot water and 3 parts of sodium hydrosulfite powder are added. The mixture is boiled, whereby a Specification of Letters Patent.

Patented May 14;, 15912.

Application filed December 28. 1910 Serial 1'10. 599,723.

l deep Borden: ed solution having a yellow hloom is produced, and is then diluted with cold water to the desired strength for constitutine; the \"at. (lotton yarn is introduced at the ordinary temperature and dyed for halt an hour with addition of -40 parts of common salt. The yarn is then wrung out, hung up in the air for some time, washed and linally soaped warm or boiling. There are thus ohtained dyeings of pure greenish yellow tint whieh are fast to washing, light; and ehlnl'in. liy subsequently treating the exposed and washed dyeings with dilute hypoehlorite aolution the purity of the tint; somewhat enhaneed.

Example ll: For dyeing wool, 1 partof the product made as described in our above Hper'ilied Patent. No. 004.988, is made into a paste with 1 1- parts of eaustio soda lye of 36 llaume specific gravity, 1; parts of hydro; nullile powder are added and the mixtuts l tllttl until redut'tion is eoniplete. The solution obtained is adjusted by addition of water to the desired strength 0f vat. Woolen yarn is dyed in this vat at 40-50 C. for l hour. ahd then wrung out, washed and oxidized hy expoeure to air for -30 min- IlltR. it is then washed and deyeloped at 60 with dilute sull'm'ie aeid (1 (me. of concentrated aeid per liter of water).

Example lll: l or printine the new dyestnll's the following pres ription may be used 2 l 300 grins. of dyestu'll' (10 per cent. paste) .360 British gun:

( glycerin 150 potash I water 80 hydrosulfite N; F. cone. 1:1.

on textile fibers consisting in treatingthc condensation products, obtainedby the action of ha] ids of aromatic acids on an indigo compound in presenceof a condensing agent, 5..with alkaline reducing agents, applying the leuco compound thus produced to the fibers and finally oxidizing the same on the fibers. 2. The process of producing yellow shades on textile fibers consisting invtreating the mcondensation products, obtained by the ac- 'tion of halids'of aromatic acids on an indigo compound in presence of a condensing agent, fwith alkaline lhydrosulfites, applying the ,leuco compound thus produced to the fibers and finhlly oxidizing the same on the fibers. IIhe process of producing yellow shades textileflfibcrs consisting in treating the nden'sation product, obtained by theac on ofybenzoyl chlorid on indigo in'prcsceoffaficondensing agent, with alkaline ydrosl-ilfite, applying the leuco compound thus} produced to the fibers and finally oxi-v 'z'ing the san'xeon the fibers.

4. As a w article of manufacture, a tex- V le tiberdye with the oxidation products of the leucor compounds of the condensation (products, whichfarc dbtained by treating an mtlgo compound with halids of aromatic .l'a'c'ids in presence of a condensing agent, the

gee/dyed fiber changing its yellow color, on warming it with watery alkaline hydrosulfitesolution, to a Bordeaux red to wine red ade,ywhich on exposure to air assumes ugainits original yellow color, and, on tipping it withconcentrated sulfuric acid, to 'nintenseflorange; which is again trans- A rniediintoihea original yellow colorby washing with water, While the yellowcolor ofthe said fiber is not changed when it is low textile fiber dyed with the oxidation product of the leucoconl ound of the 'condcnsation product, whic is obtained by treating indigo with benzoyl chlorid in pres- 5 ence o a condensing agent, the ,said fiberchanging its yellow color, onwarrningit with a watery alkalinejhydrosnlfite solut on, to a Bordeaux red shafle-,wwhich oncxposure'to air assumes again its-original yellow color, 55 and, on tipping it with concentratedsulfuric acid, to an intense-orange which is again transformed into the original yellow color by washing with water, while the yellow color of the said fiber is not' changed when 60 it is tippedwith soda lye of 30 B. and the said dyedlfibergiving further a pure bright yellow solution when it is warmed with xylene or nitrobenzene and coloring concentrated sulfuric acid intenseorange when it 65 is shaken "with this acid. In witness whereof we have hereunto signed our names this 15th day of December, 1910, in the presence of two subscribing witnesses. v i

GADIENT EN JAROSLAV FRoHLIoH.

. Witnesses:

Gno. Grrrono, AMAND Baum. 

